Reaktion #2259572

Reaktionsgleichung

suspension

ethyl 4-(6-chloropicolinoyl)-2-(methylthio)pyrimidine-5-carboxylate

2,6-dichlorophenylhydrazine hydrochloride

→

title compound

8-(6-chloropyridin-2-yl)-6-(2,6-dichlorophenyl)-2-(methylthio)pyrimido[4,5-d]pyridazin-5(6H)-one

Lösungsmittel

2,2,2-trifluoroethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling
2. 2
   Sonstigethe mixture was partitioned between ethyl acetate and brine
3. 3
   EinengenThe organic phase was concentrated
4. 4
   SonstigeThe residue was separated by flash chromatography (15-50% gradient ethyl acetate in hexane)

Vorschrift

To a suspension of Example 175A (512 mg, 1.52 mmol) in 2,2,2-trifluoroethanol (15 mL) was added 2,6-dichlorophenylhydrazine hydrochloride (324 mg, 1.516 mmol). The mixture was heated in a sealed tube at 108° C. overnight. After cooling, the mixture was partitioned between ethyl acetate and brine. The organic phase was concentrated. The residue was separated by flash chromatography (15-50% gradient ethyl acetate in hexane) to provide the title compound. MS (DCI/NH3) m/z 451 (M+H)+.

Quelle